Journal
TETRAHEDRON LETTERS
Volume 49, Issue 45, Pages 6462-6465Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.08.102
Keywords
Butyllithium; 2,6-syn-Tetrahydropyran; Cyclization; CBS reduction; Mitsunobu reaction
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Stereoselective synthesis of (-)-centrolobine, an anti-Leishmania agent, was accomplished via an intramolecular Barbier-type reaction of iodo-ester with n- or t-butyllithium followed by Lewis acid-promoted Et3SiH reduction of the resulting hemiacetal. (C) 2008 Elsevier Ltd. All rights reserved.
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